
Vacation rentals in Gualdo
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Top-rated vacation rentals in Gualdo
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Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.
4.82 out of 5 average rating, 11 reviews
Luxury Villa 8p | Scenic views | Heated Pool | A/C
An exclusive private villa in Le Marche near Gualdo, designed for refined living and total privacy. Accommodating up to 8 guests. It offers 4 elegant bedrooms with airco, 180×200 cm double bed and 4 bathrooms. The interior is a seamless blend of timeless Italian character and contemporary comfort. Unwind by the heated pool with sweeping views of the Monti Sibillini or enjoy long, relaxed dinners in the outdoor kitchen. A serene retreat for those seeking beauty, tranquility and understated luxury
5.0 out of 5 average rating, 3 reviews
Cottage Casa Janna | Pool + 2 Suites
A two-storey countryside house in the Marche hills, hosted by locals and shaped by food, nature, and a slow rhythm. A boutique stay with seasonal organic breakfast included. The house sleeps up to 4 guests and is fully independent, with living area, kitchen and 2 bedrooms. Private garden with dining and a premium two-person hammock. Shared pool for a small number of guests only (max 8 in tot) surrounded by rolling hills. Ideal for couples, friends or families seeking calm and a refined stay.
5.0 out of 5 average rating, 4 reviews
GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.
5.0 out of 5 average rating, 8 reviews
In the heart of the village apartments
Take a break from the hustle and bustle of everyday life. Come and relax within the walls of the beautiful medieval center of Sarnano. Right along the staircase that leads to the main square of the town, there is this new apartment with kitchen and living room, bedroom with 2 single beds or 1 double bed and sofa bed, bathroom equipped with shower. Magnificent view of the Sibillini mountains. Great starting point for walks. Possibility to store motorcycles and recharge e-bikes nearby.
4.87 out of 5 average rating, 83 reviews
Experience Authentic Italian Village Life
Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.
4.98 out of 5 average rating, 47 reviews
Frescoes and Centuries-Old Park– Villa Mastrangelo
Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included
5.0 out of 5 average rating, 16 reviews
Casa Santo Stefano, panoramic view, swimmingpool
Casa Santo Stefano is a unique location if you want to relax. The villa is located at the foot of the world-famous Sibillini Mountains at 650m altitude. On private grounds of more than 10,000m2, you will find yourself in an oasis of peace and enjoy the breathtaking rolling valley and the Sibillini Mountains. You can choose to do nothing at all and drink an espresso at the private pool, but if you want a more active vacation, there are plenty of options. Be welcome!
4.88 out of 5 average rating, 17 reviews
Agriturismo Elisei – apartment, pool, sauna, spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI
5.0 out of 5 average rating, 12 reviews
Casale Biancopecora, Casa Cerqua
Apartment Casa Cerqua of 100 sq. meters finely furnished, we recovered all the old materials of the house in the recent renovation adapting the old farmhouse to the latest earthquake regulations. The decor is a right mix of modern and ancient, elegant but functional. Outside there is a large private area available for guests, with shaded dining area and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.
5.0 out of 5 average rating, 46 reviews
Traditional 3-bedroom cottage with large garden
Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!
4.98 out of 5 average rating, 44 reviews
Villa in the Sibillini Mountains, Pool & Privacy
Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.
5.0 out of 5 average rating, 7 reviewsPopular amenities for Gualdo vacation rentals
Other great vacation rentals in Gualdo

Casa Bel Posto
5.0 out of 5 average rating, 11 reviews
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La Rocciosa with pool. Breathe in the Sibillini.
5.0 out of 5 average rating, 3 reviews
Charming Casa Capriola - Panoramic views
5.0 out of 5 average rating, 11 reviews
Casa Moscatel - rural idyll, stunning panorama
5.0 out of 5 average rating, 16 reviews
Casa Pace e Gioia - private pool & amazing views
4.9 out of 5 average rating, 20 reviewsDestinations to explore
- Riviera del Conero
- Terminillo
- Gran Sasso d'Italia
- Monte Terminillo
- Senigallia Beach
- Monte Terminilletto
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Rocca Maggiore
- Spoleto Cathedral
- Cattedrale di San Rufino
- Lame Rosse
- Eremo delle Carceri
- National Gallery





